View 98 Watkins Avenue Middletown, NY MLS# 931056
$335,000
3

Beds

1.0

Baths

1,300

Sq.Ft.

98 Watkins Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 10 Royce Ave Middletown, NY MLS# 937950
  • Virtual Tour
1 of 32
$330,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

10 Royce Ave

Middletown, NY

Courtesy of EXP REALTY
View 114 Sarah Lane Middletown, NY MLS# 931154
$329,900
3

Beds

1.1

Baths

1,440

Sq.Ft.

114 Sarah Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 136 & 140 Gillen Road Middletown, NY MLS# 894968
$329,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

136 & 140 Gillen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 28 Spring Street Middletown, NY MLS# 930885
$329,000
4

Beds

2.0

Baths

1,696

Sq.Ft.

28 Spring Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 14 Spruce Peak Road Middletown, NY MLS# 923725
$325,000
3

Beds

1.1

Baths

1,496

Sq.Ft.

14 Spruce Peak Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 24 Kent Court Middletown, NY MLS# 936117
$325,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

24 Kent Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 115 Vincent Drive Middletown, NY MLS# 872206
$320,000
3

Beds

2.0

Baths

1,964

Sq.Ft.

115 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 20 Benton Avenue Middletown, NY MLS# 907148
    1 of 44
    OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
    $319,999
    3

    Beds

    2.0

    Baths

    1,504

    Sq.Ft.

    20 Benton Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 6 Eaton Court Middletown, NY MLS# 938529
      1 of 27
      OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
      $319,999
      3

      Beds

      1.1

      Baths

      1,248

      Sq.Ft.

      6 Eaton Court

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 14 Pennsylvania Avenue Middletown, NY MLS# 924814
      $315,000
      3

      Beds

      1.0

      Baths

      1,058

      Sq.Ft.

      14 Pennsylvania Avenue

      Middletown, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 10 Myrtle Avenue Middletown, NY MLS# 835018
      $314,900
      3

      Beds

      2.0

      Baths

      1,608

      Sq.Ft.

      10 Myrtle Avenue

      Middletown, NY

      Courtesy of BHHS HUDSON VALLEY PROPERTIES
      View 146 Deer Ct Drive Middletown, NY MLS# 936284
      $310,000
      2

      Beds

      2.1

      Baths

      1,473

      Sq.Ft.

      146 Deer Ct Drive

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 36 Bert Crawford Road Middletown, NY MLS# 932531
      $309,900
      2

      Beds

      1.0

      Baths

      836

      Sq.Ft.

      36 Bert Crawford Road

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 111 Apple Lane Drive Middletown, NY MLS# 900782
      $305,000
      2

      Beds

      1.1

      Baths

      1,150

      Sq.Ft.

      111 Apple Lane Drive

      Middletown, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 0 County Hwy 67 Middletown, NY MLS# H5123677
      $300,000
      48,787

      Sq.Ft.

      0 County Hwy 67

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 2024 Mount Hope Road Middletown, NY MLS# 899476
      $300,000
      Studio

      Beds

      0.0

      Baths

      1,467,972

      Sq.Ft.

      2024 Mount Hope Road

      Middletown, NY

      Courtesy of HUDSON VALLEY GRIFFITH
      View 1538 Route 211 W Middletown, NY MLS# 900456
      $300,000
      2

      Beds

      2.0

      Baths

      1,536

      Sq.Ft.

      1538 Route 211 W

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 12-14 Union Street Middletown, NY MLS# 921611
      $300,000
      15,299

      Sq.Ft.

      12-14 Union Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 9 Genung Street Middletown, NY MLS# 907464
      $299,999
      3

      Beds

      2.0

      Baths

      1,240

      Sq.Ft.

      9 Genung Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY

      About Middletown

      Surrounded by such communities as Goshen and Wallkill, Middletown offers the expanded educational opportunities of Orange County Community College to the regional amenities.  Tranquil and yet convenient, Middletown is home to retail and commercial activity.  For expansive shopping, regional malls are just minutes from home.  Although the city is home to a number of businesses and light industry, it is primarily a residential community with a pleasing variety of single-family homes.  Both newer construction and fine older homes combine with multi-family options.  Commuters can travel to New York City via Metro-North rail or catch buses into the Port Authority.  An abundance of county and local parks ensure outdoor enjoyment.  Attractions include picnic areas and miles of hiking and biking trails as well as tennis courts and golf courses.

      Listings in Middletown, NY

      232

      Estimated median home price

      $415,000
      Middletown NY Homes for Sale & Properties

      Weichert Realtors is one of the nation's leading providers of Middletown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middletown, NY.

      Homes for Sale by Price in Middletown, NY

      PriceCount
      $0 - 100K6
      $100K - 200K18
      $200K - 300K38
      $300K - 400K49
      $400K - 500K42
      $500K - 600K21
      $600K - 700K11
      $700K - 800K13
      $800K - 900K4
      $900K - 1M3
      $1M - Max27

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family137
      Townhouse0
      Condo24
      Commercial33
      Rental115
      Lots and Land29
      Condo/Town/CoOp0
      CoOp0
      Multi Family6
      Mobile Home3
      Farms0

      (Data as of 1/3/2026)

      Information deemed reliable but not guaranteed.

      All information provided is deemed reliable but is not guaranteed and should be independently verified.

      Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

      The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

      The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

      The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

      Information Copyright 2021, OneKey® MLS. All Rights Reserved.